DE3346776A1 - Verfahren zur extraktion von hopfeninhaltsstoffen - Google Patents
Verfahren zur extraktion von hopfeninhaltsstoffenInfo
- Publication number
- DE3346776A1 DE3346776A1 DE19833346776 DE3346776A DE3346776A1 DE 3346776 A1 DE3346776 A1 DE 3346776A1 DE 19833346776 DE19833346776 DE 19833346776 DE 3346776 A DE3346776 A DE 3346776A DE 3346776 A1 DE3346776 A1 DE 3346776A1
- Authority
- DE
- Germany
- Prior art keywords
- extraction
- hops
- extract
- carbon dioxide
- hop
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 238000000605 extraction Methods 0.000 title claims abstract description 33
- 239000004615 ingredient Substances 0.000 title description 12
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims abstract description 30
- 235000008694 Humulus lupulus Nutrition 0.000 claims abstract description 26
- 229910002092 carbon dioxide Inorganic materials 0.000 claims abstract description 14
- 239000001569 carbon dioxide Substances 0.000 claims abstract description 14
- 239000000284 extract Substances 0.000 claims description 31
- 238000000034 method Methods 0.000 claims description 13
- 239000002904 solvent Substances 0.000 claims description 13
- 239000008188 pellet Substances 0.000 claims description 5
- 230000008569 process Effects 0.000 claims description 4
- 239000008186 active pharmaceutical agent Substances 0.000 claims description 3
- 239000000843 powder Substances 0.000 claims description 3
- 238000007865 diluting Methods 0.000 claims description 2
- 230000009467 reduction Effects 0.000 claims description 2
- 238000000926 separation method Methods 0.000 claims description 2
- 238000001179 sorption measurement Methods 0.000 claims description 2
- 239000011347 resin Substances 0.000 abstract description 17
- 229920005989 resin Polymers 0.000 abstract description 17
- 235000019658 bitter taste Nutrition 0.000 abstract description 7
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 24
- 239000002253 acid Substances 0.000 description 11
- 150000007513 acids Chemical class 0.000 description 10
- 239000007788 liquid Substances 0.000 description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- 235000013405 beer Nutrition 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 4
- 230000008901 benefit Effects 0.000 description 3
- 239000000470 constituent Substances 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 2
- 239000013557 residual solvent Substances 0.000 description 2
- 229920001864 tannin Polymers 0.000 description 2
- 239000001648 tannin Substances 0.000 description 2
- 235000018553 tannin Nutrition 0.000 description 2
- VMSLCPKYRPDHLN-UHFFFAOYSA-N (R)-Humulone Chemical compound CC(C)CC(=O)C1=C(O)C(CC=C(C)C)=C(O)C(O)(CC=C(C)C)C1=O VMSLCPKYRPDHLN-UHFFFAOYSA-N 0.000 description 1
- QRDZSRWEULKVNW-UHFFFAOYSA-N 6-hydroxy-2-oxo-1h-quinoline-4-carboxylic acid Chemical compound C1=C(O)C=C2C(C(=O)O)=CC(=O)NC2=C1 QRDZSRWEULKVNW-UHFFFAOYSA-N 0.000 description 1
- 238000000944 Soxhlet extraction Methods 0.000 description 1
- 229910052770 Uranium Inorganic materials 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000006286 aqueous extract Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 238000013124 brewing process Methods 0.000 description 1
- 230000000711 cancerogenic effect Effects 0.000 description 1
- 231100000315 carcinogenic Toxicity 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- -1 e.g. Natural products 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 238000003754 machining Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000005445 natural material Substances 0.000 description 1
- 239000012454 non-polar solvent Substances 0.000 description 1
- 235000011837 pasties Nutrition 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000000194 supercritical-fluid extraction Methods 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- JFALSRSLKYAFGM-UHFFFAOYSA-N uranium(0) Chemical compound [U] JFALSRSLKYAFGM-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D11/00—Solvent extraction
- B01D11/02—Solvent extraction of solids
- B01D11/0203—Solvent extraction of solids with a supercritical fluid
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12C—BEER; PREPARATION OF BEER BY FERMENTATION; PREPARATION OF MALT FOR MAKING BEER; PREPARATION OF HOPS FOR MAKING BEER
- C12C3/00—Treatment of hops
- C12C3/04—Conserving; Storing; Packing
- C12C3/08—Solvent extracts from hops
- C12C3/10—Solvent extracts from hops using carbon dioxide
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- General Engineering & Computer Science (AREA)
- Genetics & Genomics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Food Science & Technology (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Extraction Or Liquid Replacement (AREA)
- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
- Distillation Of Fermentation Liquor, Processing Of Alcohols, Vinegar And Beer (AREA)
- Medicines Containing Plant Substances (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Priority Applications (8)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19833346776 DE3346776A1 (de) | 1983-12-23 | 1983-12-23 | Verfahren zur extraktion von hopfeninhaltsstoffen |
| US06/683,436 US4640841A (en) | 1983-12-23 | 1984-12-18 | Process for the extraction of hop substances |
| CA000470752A CA1239601A (en) | 1983-12-23 | 1984-12-20 | Process for the extraction of hop constituents |
| EP84115882A EP0151775B1 (de) | 1983-12-23 | 1984-12-20 | Verfahren zur Extraktion von Hopfeninhaltsstoffen |
| DE8484115882T DE3478467D1 (en) | 1983-12-23 | 1984-12-20 | Process to extract substances from hops |
| AT84115882T ATE43629T1 (de) | 1983-12-23 | 1984-12-20 | Verfahren zur extraktion von hopfeninhaltsstoffen. |
| JP59268704A JPS60221075A (ja) | 1983-12-23 | 1984-12-21 | ホツプからエキスを得る方法 |
| CS8410246A CS270414B2 (en) | 1983-12-23 | 1984-12-21 | Method of hops extracts winning |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19833346776 DE3346776A1 (de) | 1983-12-23 | 1983-12-23 | Verfahren zur extraktion von hopfeninhaltsstoffen |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE3346776A1 true DE3346776A1 (de) | 1985-07-04 |
| DE3346776C2 DE3346776C2 (enrdf_load_stackoverflow) | 1987-05-21 |
Family
ID=6217939
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19833346776 Granted DE3346776A1 (de) | 1983-12-23 | 1983-12-23 | Verfahren zur extraktion von hopfeninhaltsstoffen |
| DE8484115882T Expired DE3478467D1 (en) | 1983-12-23 | 1984-12-20 | Process to extract substances from hops |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE8484115882T Expired DE3478467D1 (en) | 1983-12-23 | 1984-12-20 | Process to extract substances from hops |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US4640841A (enrdf_load_stackoverflow) |
| EP (1) | EP0151775B1 (enrdf_load_stackoverflow) |
| JP (1) | JPS60221075A (enrdf_load_stackoverflow) |
| AT (1) | ATE43629T1 (enrdf_load_stackoverflow) |
| CA (1) | CA1239601A (enrdf_load_stackoverflow) |
| CS (1) | CS270414B2 (enrdf_load_stackoverflow) |
| DE (2) | DE3346776A1 (enrdf_load_stackoverflow) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3743058A1 (de) * | 1987-12-18 | 1989-06-29 | Krupp Gmbh | Verfahren zur kontinuierlichen extraktion von hoch- bzw. nichtsiedenden aber schmelzenden organischen stoffgemischen |
| US5264236A (en) * | 1990-11-06 | 1993-11-23 | Sumitomo Seika Chemicals Co. | Method for production of hop extracts and hop extracts obtained thereby |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2187755B (en) * | 1984-02-28 | 1990-03-28 | Kalamazoo Holdings Inc | Separation of the constituents of co2 hop extracts |
| GB8607258D0 (en) * | 1986-03-24 | 1986-04-30 | Brewing Res Found | Production of beer |
| FR2632826B1 (fr) * | 1988-06-17 | 1991-10-18 | Air Liquide | Procede d'extraction d'epices |
| US5017397A (en) * | 1990-04-25 | 1991-05-21 | Uy Nguyen | Process for extracting antioxidants from Labiatae herbs |
| US8158160B2 (en) * | 2001-11-13 | 2012-04-17 | Eric Hauser Kuhrts | Anti-inflammatory cyclooxygenase inhibitors |
| US7144590B2 (en) * | 2003-01-09 | 2006-12-05 | Lipoprotein Technologies, Inc. | Bioactive compositions derived from humulus lupulus |
| US8071136B2 (en) | 2006-04-21 | 2011-12-06 | Bioactives, Inc. | Water-soluble pharmaceutical compositions of hops resins |
| DE102011009781A1 (de) | 2011-01-28 | 2012-08-02 | Joh. Barth & Sohn Gmbh & Co. Kg | Substanz auf der Basis von Hopfenharz |
| DE102011010396A1 (de) | 2011-02-04 | 2012-08-09 | Nateco2 Gmbh & Co. Kg | CO2-Extraktionsverfahren |
| CN103596454A (zh) | 2011-04-22 | 2014-02-19 | 百事可乐公司 | 萃取物在多孔颗粒中的包裹 |
| DE102018001205A1 (de) | 2018-02-14 | 2019-08-14 | Sven Miric | Verfahren und Vorrichtung zur Extraktion und/ oder Konzentration von lipophilen Molekülen mittels flüssigem oder überkritischem Kohlenstoffdioxid |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DD41362A5 (de) * | 1963-04-16 | 1965-09-15 | Studiengesellschaft Kohle Mbh | Verfahren zur Trennung von Stoffgemischen, die organische Verbindungen und/oder organische Gruppen aufweisende Verbindungen enthalten |
| DE2127618B1 (de) * | 1971-06-03 | 1972-11-23 | Hag Ag | Verfahren zur Gewinnung von Hopfenextrakten |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE489719C (de) * | 1927-07-08 | 1930-01-21 | Emil Clemens Horst | Verfahren zur Herstellung von Hopfenextrakt |
| US4104409A (en) * | 1971-06-03 | 1978-08-01 | Studiengesellschaft Kohle Mbh | Production of hop extracts |
| GB1575827A (en) * | 1977-01-18 | 1980-10-01 | Brewing Patents Ltd | Preparation of hop extract |
| GB1557123A (en) * | 1977-04-29 | 1979-12-05 | Distillers Co Carbon Dioxide | Method and apparatus for reparing extracts of hops and other materials |
| DE2827002B2 (de) * | 1978-06-20 | 1980-09-04 | Adam Dr. 8421 St Johann Mueller | Verfahren zum Behandeln von Hopfen mit CO2 als Extraktionsmittel |
| CH649778A5 (de) * | 1978-06-20 | 1985-06-14 | Mueller Adam | Verfahren zum isomerisieren von alpha-saeuren in einem hopfenextrakt. |
| DE2844781A1 (de) * | 1978-10-13 | 1980-04-24 | Hag Ag | Verfahren zur extraktiven bearbeitung von pflanzlichen und tierischen materialien |
| DE3011968A1 (de) * | 1980-03-27 | 1981-10-08 | Adam Dr. 8421 St.Johann Müller | Verfahren zur gewinnung von huluponen aus lupulonen |
| DE3118160A1 (de) * | 1981-05-07 | 1982-11-25 | Skw Trostberg Ag, 8223 Trostberg | Verfahren zum trocknen von durch hochdruckextraktion hergestellter naturstoffextrakten |
| US4507329A (en) * | 1982-02-03 | 1985-03-26 | S. S. Steiner, Inc. | Mixed solvent extraction of hops |
-
1983
- 1983-12-23 DE DE19833346776 patent/DE3346776A1/de active Granted
-
1984
- 1984-12-18 US US06/683,436 patent/US4640841A/en not_active Expired - Lifetime
- 1984-12-20 CA CA000470752A patent/CA1239601A/en not_active Expired
- 1984-12-20 DE DE8484115882T patent/DE3478467D1/de not_active Expired
- 1984-12-20 AT AT84115882T patent/ATE43629T1/de not_active IP Right Cessation
- 1984-12-20 EP EP84115882A patent/EP0151775B1/de not_active Expired
- 1984-12-21 JP JP59268704A patent/JPS60221075A/ja active Pending
- 1984-12-21 CS CS8410246A patent/CS270414B2/cs unknown
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DD41362A5 (de) * | 1963-04-16 | 1965-09-15 | Studiengesellschaft Kohle Mbh | Verfahren zur Trennung von Stoffgemischen, die organische Verbindungen und/oder organische Gruppen aufweisende Verbindungen enthalten |
| DE2127618B1 (de) * | 1971-06-03 | 1972-11-23 | Hag Ag | Verfahren zur Gewinnung von Hopfenextrakten |
Non-Patent Citations (2)
| Title |
|---|
| DE-Z: Vorabdruck aus Monatsschrift für Brauerei 33, Nr. 3, 1980, The use of CO¶2¶ in the manufacture of hop products, by E. Krüger * |
| RINKE, W.: Das Bier, Verlag Paul Parey, Berlin, Hamburg 1967, S. 20, 21 * |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3743058A1 (de) * | 1987-12-18 | 1989-06-29 | Krupp Gmbh | Verfahren zur kontinuierlichen extraktion von hoch- bzw. nichtsiedenden aber schmelzenden organischen stoffgemischen |
| US5011594A (en) * | 1987-12-18 | 1991-04-30 | Fried. Krupp Gmbh | Process for the continuous extraction of mixtures of organic substances with supercritical solvents |
| US5264236A (en) * | 1990-11-06 | 1993-11-23 | Sumitomo Seika Chemicals Co. | Method for production of hop extracts and hop extracts obtained thereby |
Also Published As
| Publication number | Publication date |
|---|---|
| DE3478467D1 (en) | 1989-07-06 |
| DE3346776C2 (enrdf_load_stackoverflow) | 1987-05-21 |
| JPS60221075A (ja) | 1985-11-05 |
| CS1024684A2 (en) | 1989-11-14 |
| EP0151775B1 (de) | 1989-05-31 |
| US4640841A (en) | 1987-02-03 |
| CS270414B2 (en) | 1990-06-13 |
| CA1239601A (en) | 1988-07-26 |
| EP0151775A1 (de) | 1985-08-21 |
| ATE43629T1 (de) | 1989-06-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OM8 | Search report available as to paragraph 43 lit. 1 sentence 1 patent law | ||
| OP8 | Request for examination as to paragraph 44 patent law | ||
| D2 | Grant after examination | ||
| 8363 | Opposition against the patent | ||
| 8365 | Fully valid after opposition proceedings | ||
| 8339 | Ceased/non-payment of the annual fee |